methyl 2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyranosyl-(1->4)-2,3-di-O-acetyl-α,β-D-xylo-hex-5-enopyranosyde

Base Information

Chemical Name:methyl 2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyranosyl-(1->4)-2,3-di-O-acetyl-α,β-D-xylo-hex-5-enopyranosyde
CAS No.:801287-88-7
Molecular Formula:C₂₈H₃₄O₁₄
Molecular Weight:594.57
Hs Code.:

Synonyms:methyl 2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyranosyl-(1->4)-2,3-di-O-acetyl-α,β-D-xylo-hex-5-enopyranosyde

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Chemical Property of methyl 2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyranosyl-(1->4)-2,3-di-O-acetyl-α,β-D-xylo-hex-5-enopyranosyde

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Technology Process of methyl 2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyranosyl-(1->4)-2,3-di-O-acetyl-α,β-D-xylo-hex-5-enopyranosyde

There total 3 articles about methyl 2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyranosyl-(1->4)-2,3-di-O-acetyl-α,β-D-xylo-hex-5-enopyranosyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 80.0%

: 801287-87-6
methyl 2,2',3,3'-tetra-O-acetyl-4',6'-O-benzylidene-6-deoxy-6-iodo-α,β-D-maltoside

: 801287-88-7
methyl 2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyranosyl-(1->4)-2,3-di-O-acetyl-α,β-D-xylo-hex-5-enopyranosyde

Guidance literature:: With silver fluoride; In pyridine; at 20 ℃; for 21h;
DOI:10.1016/j.carres.2004.07.022

Reference yield:

: (2R,4aR,6R,7R,8R,8aS)-6-((2R,3S,4R,5R)-4,5-Dihydroxy-2-hydroxymethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

: 801287-88-7
methyl 2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyranosyl-(1->4)-2,3-di-O-acetyl-α,β-D-xylo-hex-5-enopyranosyde

Guidance literature:: Multi-step reaction with 3 steps

1: Ph₃P; imidazole; I₂ / toluene / 3 h / 90 °C

2: 92 percent / 4-dimethylaminopyridine / pyridine / 15 h

3: 80 percent / AgF / pyridine / 21 h / 20 °C

With 1H-imidazole; dmap; iodine; silver fluoride; triphenylphosphine; In pyridine; toluene;
DOI:10.1016/j.carres.2004.07.022

Reference yield:

: 808737-09-9
(2R,4aR,6R,7R,8R,8aS)-6-((2S,3S,4R,5R)-4,5-Dihydroxy-2-iodomethyl-6-methoxy-tetrahydro-pyran-3-yloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

: 801287-88-7
methyl 2,3-di-O-acetyl-4,6-O-benzylidene-α-D-glucopyranosyl-(1->4)-2,3-di-O-acetyl-α,β-D-xylo-hex-5-enopyranosyde

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / 4-dimethylaminopyridine / pyridine / 15 h

2: 80 percent / AgF / pyridine / 21 h / 20 °C

With dmap; silver fluoride; In pyridine;
DOI:10.1016/j.carres.2004.07.022